4-Nitroquinoline-1-oxide: factors determining its mutagenicity in bacteria.
In bacteria, 4-nitroquinoline-1-oxide (NQO) causes primarily mutations of the base-substitution type although frameshift mutations are also induced. The adducts formed are presumably recognized by error-prone DNA repair enzymes as evidenced by the much greater activity in plasmid pKM101-bearing tester strains. Although reduction of the nitro group appears to be required for mutagenic activity, this reduction is not catalyzed by the nitroreductase required for the demonstration of the mutagenicity in bacteria of other nitro-containing mutagens (nitrofurans, 2-nitronaphthalene, nitrofluorenes). The reduction of the nitro group appears to be catalyzed by a different nitroreductase. The mutagenicity of the non-carcinogenic 3-methyl-4-nitroquinoline-1-oxide (meNQO) may be related to this newly recognized nitroreductase. It is proposed, further, that the ultimate mutagenic intermediates derived from NQO and MeNQO differ.
D015112:4-Nitroquinoline-1-oxide / Q000031:analogs & derivatives / Q000494:pharmacology*; D004926:Escherichia coli / Q000187:drug effects*; D009152:Mutagenicity Tests; D009153:Mutagens; D009600:Nitroquinolines / Q000494:pharmacology*; D012486:Salmonella typhimurium / Q000187:drug effects*; D013329:Structure-Activity Relationship
D009153:Mutagens; D009600:Nitroquinolines; D015112:4-Nitroquinoline-1-oxide